38612-16-7

Basic information

• Product Name: 3-Nitrobenzyl benzoate
• Synonyms: 3-Nitrobenzyl benzoate
• CAS NO: 38612-16-7
• Molecular Formula: C₁₄H₁₁NO₄
• Molecular Weight: 257.2414
• Mol File: 38612-16-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 412°Cat760mmHg
• Flash Point: 183.3°C
• Appearance: /
• Density: 1.287g/cm³
• Vapor Pressure: 5.37E-07mmHg at 25°C
• Refractive Index: 1.607
• CAS DataBase Reference: 3-Nitrobenzyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Nitrobenzyl benzoate(38612-16-7)
• EPA Substance Registry System: 3-Nitrobenzyl benzoate(38612-16-7)

Safety Data

• Hazardous Substances Data: 38612-16-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H11NO4/c16-14(12-6-2-1-3-7-12)19-10-11-5-4-8-13(9-11)15(17)18/h1-9H,10H2

Upstream product

• 532-32-1 sodium benzoate 
• 619-23-8 3-Nitrobenzyl chloride 
• 99-61-6 3-nitro-benzaldehyde 
• 100-52-7 benzaldehyde 
• 619-25-0 3-Nitrobenzyl alcohol 
• 65-85-0 benzoic acid 
• 98-88-4 benzoyl chloride 
• 121-92-6 3-nitrobenzoic acid 
• 62673-14-7 trimethyl(3-nitrobenzyloxy)silane 
• 93-97-0 benzoic acid anhydride 

Downstream Products

• 129384-17-4 C₁₆H₁₅NO₃ 
• 81918-12-9 N-(3-Benzoyloxymethylphenyl)-N'-cyanobenzamidin 
• 81918-13-0 N-(3-Hydroxymethylphenyl)-N'-cyanbenzamidin 
• 81918-11-8 Benzoeseure-(3-aminobenzylester) 

Relevant articles and documents

Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters

The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]

Comprehensive Study of the Organic-Solvent-Free CDI-Mediated Acylation of Various Nucleophiles by Mechanochemistry

Acylation reactions are ubiquitous in the synthesis of natural products and biologically active compounds. Unfortunately, these reactions often require the use of large quantities of volatile and/or toxic solvents, either for the reaction, purification or isolation of the products. Herein we describe and discuss the possibility of completely eliminating the use of organic solvents for the synthesis, purification and isolation of products resulting from the acylation of amines and other nucleophiles. Thus, utilisation of N,N′-carbonyldiimidazole (CDI) allows efficient coupling between carboxylic acids and various nucleophiles under solvent-free mechanical agitation, and water-assisted grinding enables both the purification and isolation of pure products. Critical parameters such as the physical state and water solubility of the products, milling material, type of agitation (vibratory or planetary) as well as contamination from wear are analysed and discussed. In addition, original organic-solvent-free conditions are proposed to overcome the limitations of this approach. The calculations of various green metrics are included, highlighting the particularly low environmental impact of this strategy.

Efficient and selective conversion of trimethylsilyl and tetrahydropyranyl ethers to their corresponding acetates and benzoates catalyzed by bismuth(III) salts

A variety of TMS and THP ethers are efficiently converted to their corresponding acetates and benzoates with acetic and benzoic anhydrides in the presence of catalytic amounts of Bi(III) salts such as BiCl3, Bi(TFA)3, and Bi(OTf)sub